Until today, La Mandragola is a world-reknown as well as often recited Italian Renaissance stage play. This thesis examines the concept of deception, and goes into detail in regard to the importance of variations of deception in Niccolò Machiavellis comedy La Mandragola. Based on the question of the applicable concept of deception, it elaborates on the impact, interplay and correlation of Christian values and the dominant prevalent worldviews of people living in Cinquecento in times of the Renaissance. Before elaborating on the variety of deception in La Mandragola, it is the intention to discuss and compare the various variations, whose origin can be traced back to the ancient world. Albeit, the general characteristics of variations are similar and recognizably intertwined until the 16th century, it is possible to detect slight differences between single variations of deception. In addition, the author examines the concepts of deception from a demonologic perspective, which back in the day was a prevalent worldview and insinuates the influence of magical guidance in peoples lives. The paper illustrates further that demons had occupied a central role within society, already within greek worldviews. This notion was subsequently included in Christian teachings and had severe impact on peoples lives in the past. It is the authors intention to show that guidance by supernatural beings was deeply anchored in the predominant historic mindset.Later, from an anthropological-structural perspective, the thesis analyses the characters of La Mandragola based on the various characters specific acts of deception. This is done in order to showcase the demonic impact of the power of the concept of the Spirit, which was deeply rooted in the worldview during the period of the Renaissance. Last but not least, it becomes evident that the intertwined variations of deception can be found consistently throughout the play based on the deceptive actions of the various characters.